A convenient Negishi protocol for the synthesis of glycosylated oligo (ethynylene) s

TN Hoheisel, H Frauenrath

Index: Hoheisel, Tobias N.; Frauenrath, Holger Organic Letters, 2008 , vol. 10, # 20 p. 4525 - 4528

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Citation Number: 41

Abstract

ABSTRACT A convenient and efficient sp-sp carbon heterocoupling protocol based on the Negishi reaction was developed, in which the required zinc diacetylide was generated from 1, 4-bis (trimethylsilyl) butadiyne in situ and reacted with a bromoacetylene in apolar solvent mixtures. The method has been applied to the synthesis of unsymmetric glycosylated and symmetric diglycosylated oligo (ethynylene) s up to the octa (ethynylene).